WO2008131469A3 - Procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone) de haute pureté, compositions pharmaceutiques renfermant ce composé, et formulations de principe actif renfermant de la tolpérisone - Google Patents

Procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone) de haute pureté, compositions pharmaceutiques renfermant ce composé, et formulations de principe actif renfermant de la tolpérisone Download PDF

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Publication number
WO2008131469A3
WO2008131469A3 PCT/AT2008/000149 AT2008000149W WO2008131469A3 WO 2008131469 A3 WO2008131469 A3 WO 2008131469A3 AT 2008000149 W AT2008000149 W AT 2008000149W WO 2008131469 A3 WO2008131469 A3 WO 2008131469A3
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WO
WIPO (PCT)
Prior art keywords
tolperisone
ppm
propiophenone
piperidino
dimethyl
Prior art date
Application number
PCT/AT2008/000149
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German (de)
English (en)
Other versions
WO2008131469A2 (fr
Inventor
Stefan Welzig
Jan Rothenburger
Beate Kaelz
Jozsef Gungl
Klaus Gerdes
Federico Gaeta
Original Assignee
Sanochemia Pharmazeutika Ag
Stefan Welzig
Jan Rothenburger
Beate Kaelz
Jozsef Gungl
Klaus Gerdes
Federico Gaeta
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanochemia Pharmazeutika Ag, Stefan Welzig, Jan Rothenburger, Beate Kaelz, Jozsef Gungl, Klaus Gerdes, Federico Gaeta filed Critical Sanochemia Pharmazeutika Ag
Priority to US12/597,722 priority Critical patent/US8372979B2/en
Priority to ES08733252.4T priority patent/ES2587369T3/es
Priority to CA002683634A priority patent/CA2683634A1/fr
Priority to CN200880019279A priority patent/CN101754958A/zh
Priority to EP08733252.4A priority patent/EP2150540B1/fr
Priority to MX2009011543A priority patent/MX2009011543A/es
Priority to JP2010504375A priority patent/JP5377473B2/ja
Publication of WO2008131469A2 publication Critical patent/WO2008131469A2/fr
Publication of WO2008131469A3 publication Critical patent/WO2008131469A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4453—Non condensed piperidines, e.g. piperocaine only substituted in position 1, e.g. propipocaine, diperodon
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
    • Y10T436/145555—Hetero-N

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurology (AREA)
  • Epidemiology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Nutrition Science (AREA)
  • Physiology (AREA)
  • Hematology (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Diabetes (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Steroid Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention concerne un procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone), et de ses sels, chlorhydrates et hydrates pharmaceutiquement acceptables, procédé permettant de réduire sensiblement, par rapport aux procédés connus, la fraction de produit secondaire indésirable, 2-méthyl-1-(4-méthylphényl)-propénone (4-MMPPO). L'invention concerne en outre des formulations de principe actif contenant de la tolpérisone, qui sont appropriées entre autres pour la production de préparations de combinaisons pour la thérapie et le traitement de patients atteints de la maladie d'Alzheimer. L'invention concerne en outre des formulations topiques, des formulations à libération contrôlée (CR), et des systèmes transdermiques, thérapeutiques, tels que des timbres à substances actives qui contiennent moins de 50 ppm, de préférence, moins de 10 ppm, voire, moins de 7 ppm, ou mieux, moins de 3 ppm ou 0 ppm ( c'est-à-dire inférieur à la limite détectable) de produit secondaire indésirable, 2-méthyl-1-(4-méthylphényl)-propénone (4-MMPPO) pour 100 % en poids de principe actif.
PCT/AT2008/000149 2007-04-26 2008-04-24 Procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone) de haute pureté, compositions pharmaceutiques renfermant ce composé, et formulations de principe actif renfermant de la tolpérisone WO2008131469A2 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
US12/597,722 US8372979B2 (en) 2007-04-26 2008-04-24 Process for the production of high-purity 2,4′-dimethyl-3-piperidino-propiophenone (tolperisone), pharmaceutical compositions that contain the latter, as well as active ingredient formulations that contain tolperisone
ES08733252.4T ES2587369T3 (es) 2007-04-26 2008-04-24 Procedimiento para la preparación de 2,4'-dimetil-3-piperidinopropiofenona (tolperisona) de alta pureza, composiciones farmacéuticas que contienen esta, así como formulaciones de principios activos que contienen tolperisona
CA002683634A CA2683634A1 (fr) 2007-04-26 2008-04-24 Procede de production de 2,4'-dimethyl-3-piperidino-propiophenone (tolperisone) de haute purete, compositions pharmaceutiques renfermant ce compose, et formulations de principe actif renfermant de la tolperisone
CN200880019279A CN101754958A (zh) 2007-04-26 2008-04-24 制备高纯度的2,4′-二甲基-3-哌啶-苯丙酮(托哌酮)的方法,包含其的药物组合物以及包含托哌酮的活性物质配制剂
EP08733252.4A EP2150540B1 (fr) 2007-04-26 2008-04-24 Procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone) de haute pureté, compositions pharmaceutiques renfermant ce composé, et formulations de principe actif renfermant de la tolpérisone
MX2009011543A MX2009011543A (es) 2007-04-26 2008-04-24 Metodo para la produccion de la 2,4'-dimetil-3-piperidino-propiofe nona (tolperisona), altamente pura, composiciones farmaceuticas que contienen la misma al igual que formulaciones de ingrediente activo que contienen la tolperisona.
JP2010504375A JP5377473B2 (ja) 2007-04-26 2008-04-24 高純度の２，４’−ジメチル−３−ピペリジノ−プロピオフェノン（トルペリゾン）、これを含む医薬品組成物の製造法、並びにトルペリゾン含有活性物質組成物

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
ATA658/2007 2007-04-26
AT6582007 2007-04-26
ATA1953/2007 2007-11-29
AT0195307A AT505225A1 (de) 2007-04-26 2007-11-29 0erfahren zur herstellung von hoch reinem 2,4'-dimethyl-3-piperidino-propiophenon (tolperison), dieses enthaltende pharmazeutische zusammensetzungen, sowie tolperison enthaltende wirkstoffformulierungen
US2728708P 2008-02-08 2008-02-08
US61/027,287 2008-02-08

Publications (2)

Publication Number Publication Date
WO2008131469A2 WO2008131469A2 (fr) 2008-11-06
WO2008131469A3 true WO2008131469A3 (fr) 2009-04-23

Family

ID=39944530

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/AT2008/000149 WO2008131469A2 (fr) 2007-04-26 2008-04-24 Procédé de production de 2,4'-diméthyl-3-pipéridino-propiophénone (tolpérisone) de haute pureté, compositions pharmaceutiques renfermant ce composé, et formulations de principe actif renfermant de la tolpérisone
PCT/US2008/005281 WO2008133937A2 (fr) 2007-04-26 2008-04-24 Compositions de tolperisone

Family Applications After (1)

Application Number Title Priority Date Filing Date
PCT/US2008/005281 WO2008133937A2 (fr) 2007-04-26 2008-04-24 Compositions de tolperisone

Country Status (13)

Country Link
US (7) US8372979B2 (fr)
EP (2) EP2150540B1 (fr)
JP (2) JP5377473B2 (fr)
KR (2) KR20100031095A (fr)
CN (2) CN101679329A (fr)
AT (1) AT505225A1 (fr)
BR (1) BRPI0810670A2 (fr)
CA (2) CA2685268C (fr)
ES (1) ES2587369T3 (fr)
HU (1) HUE028942T2 (fr)
MX (2) MX2009011543A (fr)
RU (1) RU2009143670A (fr)
WO (2) WO2008131469A2 (fr)

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AT505225A1 (de) 2007-04-26 2008-11-15 Sanochemia Pharmazeutika Ag 0erfahren zur herstellung von hoch reinem 2,4'-dimethyl-3-piperidino-propiophenon (tolperison), dieses enthaltende pharmazeutische zusammensetzungen, sowie tolperison enthaltende wirkstoffformulierungen
HUP0700828A2 (en) * 2007-12-20 2010-01-28 Richter Gedeon Nyrt Transdermal pharmaceutical compositions containing tolperisone alone and in combination
US20100249423A1 (en) * 2009-03-09 2010-09-30 Sanochemia Pharmazeutika Ag Tolperisone controlled release tablet
KR101156054B1 (ko) * 2011-09-05 2012-06-20 주식회사 네비팜 안정한 에페리손 함유 서방성 의약조성물
US11491154B2 (en) 2013-04-08 2022-11-08 Dennis M. Brown Therapeutic benefit of suboptimally administered chemical compounds
CN107868065B (zh) * 2017-10-19 2021-05-18 湖北美林药业有限公司 一种盐酸托哌酮化合物及其制备方法
EP3709989A4 (fr) * 2017-11-17 2021-09-08 Neurana Pharmaceuticals, Inc. Méthodes d'administration de tolpérisone
CN110412141A (zh) * 2018-04-28 2019-11-05 人福普克药业（武汉）有限公司 一种测定盐酸金刚烷胺软胶囊残留溶剂异丙醇的方法
TR201820976A2 (tr) * 2018-12-28 2020-07-21 Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi Fi̇ngoli̇mod ve bi̇r spazmoli̇ti̇k i̇çeren farmasöti̇k kombi̇nasyonlar
CN110845443B (zh) * 2019-12-11 2023-09-05 嘉实（湖南）医药科技有限公司 一种制备高纯度盐酸托哌酮的方法
WO2021146425A1 (fr) * 2020-01-14 2021-07-22 Neurana Pharmaceuticals, Inc. Méthodes de traitement de spasmes musculaires aigus

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WO2005084676A1 (fr) * 2004-03-05 2005-09-15 Sanochemia Pharmazeutika Ag Preparation pharmaceutique a liberation controlee de l'agent actif, contenant de la tolperisone, destinee a une administration orale

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EP2146976A2 (fr) 2010-01-27
US20090253743A1 (en) 2009-10-08
WO2008133937A2 (fr) 2008-11-06
US20180344717A1 (en) 2018-12-06
US8372979B2 (en) 2013-02-12
MX2009011544A (es) 2010-03-31
EP2150540B1 (fr) 2016-06-01
CA2685268A1 (fr) 2008-11-06
JP2010524977A (ja) 2010-07-22
US20160367540A1 (en) 2016-12-22
CA2685268C (fr) 2016-08-02
US20100150995A1 (en) 2010-06-17
US20100324090A1 (en) 2010-12-23
US9675598B2 (en) 2017-06-13
KR20100031095A (ko) 2010-03-19
HUE028942T2 (hu) 2017-01-30
US9315480B2 (en) 2016-04-19
WO2008131469A2 (fr) 2008-11-06
EP2150540A2 (fr) 2010-02-10
US9662317B2 (en) 2017-05-30
JP2010525060A (ja) 2010-07-22
BRPI0810670A2 (pt) 2017-05-09
JP5377473B2 (ja) 2013-12-25
WO2008133937A3 (fr) 2008-12-24
MX2009011543A (es) 2009-12-08
US20160220549A1 (en) 2016-08-04
KR20100016123A (ko) 2010-02-12
RU2009143670A (ru) 2011-06-10
US20170239228A1 (en) 2017-08-24
CA2683634A1 (fr) 2008-11-06
ES2587369T3 (es) 2016-10-24
CN101679329A (zh) 2010-03-24
CN101754958A (zh) 2010-06-23
AT505225A1 (de) 2008-11-15

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